Where to stay near Dutchess County?

Our 2019 accommodation listings offer a large selection of 779 holiday rentals near Dutchess County. From 527 Houses to 78 Cabins, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Dutchess County is on HomeAway.

What are the most popular destinations to visit in Dutchess County?

There are many lovely places to stay for a long holiday or just a weekend break in Dutchess County. From HomeAway travellers, the popular destinations to visit are:

  • Town of Washington: 143 holiday rentals
  • Red Hook: 551 holiday rentals
  • Town of East Fishkill: 118 holiday rentals
  • Millbrook: 698 holiday rentals
  • Chelsea: 69 holiday rentals

HomeAway offers you the possibility to discover many other popular destinations in Dutchess County! Please use our search bar to access the selection of holiday rentals available in other popular destinations.

What are the main cities to discover in Dutchess County?

Whether you are travelling solo or with family and friends, here are the cities in Dutchess County with the largest selection of holiday rentals for a perfect city break:

  • Red Hook: 551 holiday homes
  • Millbrook: 698 holiday homes
  • Chelsea: 69 holiday homes
  • Beacon: 234 holiday homes
  • Rhinebeck: 702 holiday homes

For other cities, please use our search bar to access the selection of holiday homes available.

Can I find easy access holiday homes when travelling by plane to Dutchess County?

Yes of course. Our owners offer a large selection of holiday homes near to airports. Airports with a large selection of rentals in Dutchess County are:

  • Poughkeepsie, NY (POU-Dutchess County): 310 holiday houses
  • Great Barrington, MA (GBR-Walter J. Koladza): 702 holiday houses
  • Danbury Municipal Airport (DXR): 246 holiday houses

For other airports, please use our search bar to access the selection of holiday rentals available.

Near which points of interest can I spend my holidays in Dutchess County?

HomeAway offers a large selection of holiday homes near great places to visit in Dutchess County. From HomeAway travellers, the more popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wing's Castle: 340 holiday rentals
  • McCann Ice Arena: 343 holiday rentals
  • Hudson Valley Research Park: 235 holiday rentals
  • Frances Lehman Loeb Art Center: 353 holiday rentals
  • Locust Grove: 359 holiday rentals

But there are many other points of interest around Dutchess County listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday homes.

Explore destinations around Dutchess County

Red Hook
551 holiday rentals
698 holiday rentals
69 holiday rentals
234 holiday rentals
702 holiday rentals
127 holiday rentals
Wappingers Falls
60 holiday rentals
Hopewell Junction
139 holiday rentals
74 holiday rentals
67 holiday rentals
55 holiday rentals
85 holiday rentals
828 holiday rentals
311 holiday rentals
Hyde Park
339 holiday rentals
Dover Plains
108 holiday rentals
93 holiday rentals
Pine Plains
573 holiday rentals
244 holiday rentals
126 holiday rentals